Sissy Housewife Stories

11,766 results
Orientation
Length
Source
Infinite Scroll

My Bestfriend's Girlfriend

by Shauna_Wood on Jul 9, 2019
Transgender & Crossdressers

When I was in my early 20's I used to play a lot of online video games. First person shooters, mostly. The Battlefield series, especially. I had started playing games online with a guy named Chris who had gone to high school with my ex-fiancé. He and I had met through her and had really hit it off. We had remained close even after she and I split. He lived u...

The Roommate Pt. 03 - Miranda

by ValoryG on Sep 16, 2017
Transsexuals & Crossdressers

Author's note: I notice there are several other Literotica stories also using the title "The Roommate," so I decided to differentiate this series by adding "Miranda" to the title. Thanks for your comments; I enjoy reading them. ***** Miranda and Josh didn't see much of each other for a week and a half. She took off for a few days to visit relatives (drivi...

I Love Men to wear my Satin Panties Pt. 01

by Manndee on Apr 25, 2018
Transsexuals & Crossdressers

I was a quiet unassuming lad from the East end of London; I was 22 years old when I left home, it followed a number of pure flukes that all happened back to back, because of this I had had an amazing start to my life in my first job as a City trader. Unfortunately, things at home with my girlfriend were getting difficult after me losing my job. It was now 4...

Maria's Sissy Boy

by blaud on Sep 11, 2017
BDSM

A princess housewife finds it useful in many ways to have a sissy house boy in her home. But the husband insists on a precautionary measure. Before Maria came into my life, I was just drifting. I was a West Texas slut boy, whose sole purpose in life was to find the next cock to suck. I'd seen her around the apartment complex, but had no interaction till tha...

A Sissy Girl Bitch, 'BEST IN SHOW'

by keptsissy on Mar 3, 2020
Fetish

** Author's note: All characters depicted in this story are fictional, well beyond age-of-consent, and are consenting adults. ********************************* He made a point of showing me off, displaying me. That was obviously his thing from the start. Many men at the clubs he'd take me to were allowed to not only look but touch me too. I never thought a...

Dear Karen Pt. 01

by Da_Vida on Sep 16, 2017
Transsexuals & Crossdressers

01.06.09 Dear Karen, I just want to tell you what a pleasure it was to meet you at the contract negotiations last month in San Francisco. Because of you, it was a delightful trip and one that I hope to make again soon. You are such as beautiful and loving person. You showed me the absolute ecstasy that one woman can bring to another. I never dreamed sex wi...

Trixie's Chastity 03

by trixie47cd on Sep 19, 2017
Transsexuals & Crossdressers

By the time I pulled my car into our driveway, most of the semen coating me from head to toe had dried to a flaking crusty shell. I stuck to the driver's seat as I climbed out on wobbly legs. The sun was just coming up and I hurried to get inside the house before any neighbors saw me like this. I started a pot of coffee, put the gallon jug of sperm in the f...

Gender Bias

by Goldeniangel on Sep 16, 2017
Reviews & Essays

Blue is for boys, pink is for girls. Boys play with Matchbox cars and G.I. Joe while girls get My Little Pony and Barbie. Boys want to grow up and be astronauts, scientists, firefighters; girls want to be ballerinas, secretaries, and teachers. There are so many stereotypes inundated in society that pertain to gender that it's ridiculous, especially since the...

The Bradfords Ch. 01

by Erotictales4u on Oct 13, 2017
Transsexuals & Crossdressers

All characters in this story are over 21 years old. This is a fictional fantasy that contains elements of both femdom and transsexual/cross-dressers niche, it is focused on humiliation. This is the first of a new series. I would love your feedback. ***** "What the fuck is the meaning of this Tim!" screamed Tim's wife Jane as she ran her hand through her lo...

Bitch Maker Ch. 03

by YANKEE DAN on Sep 12, 2017
Transsexuals & Crossdressers

Author's Note: A lot of people have requested that I continue this series, and finally I have gotten around to it. Enjoy! * "Alex bring me some juice." Sammie said, rolling over in bed and hugging her pillow. "Yes mistress!" I replied, with enthusiasm. I crawled out of bed and walked down the hall, on the way past Tim's room I looked in on him. He lay t...